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Literature summary extracted from

  • Luo, Y.; Lin, S.; Zhang, J.; Cooke, H.A.; Bruner. S.D.; Shen, B.
    Regiospecific O-methylation of naphthoic acids catalyzed by NcsB1, an O-methyltransferase involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin (2008), J. Biol. Chem., 283, 14694-14702.
    View publication on PubMedView publication on EuropePMC

Activating Compound

EC Number Activating Compound Comment Organism Structure
2.1.1.303 EDTA activates Streptomyces carzinostaticus

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.1.1.303 NcsB1 is overproduced as an N-terminal His6-tagged fusion protein in Escherichia coli BL21(DE3) Streptomyces carzinostaticus

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.1.1.303 Cu2+ complete loss of activity Streptomyces carzinostaticus
2.1.1.303 Mg2+
-
Streptomyces carzinostaticus
2.1.1.303 Zn2+
-
Streptomyces carzinostaticus

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.303 0.024
-
1,4-dihydroxy-2-naphthoic acid pH 6.0, 25°C Streptomyces carzinostaticus
2.1.1.303 0.066
-
3,7-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
2.1.1.303 0.206
-
2,7-dihydroxy-5-methyl-1-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
2.1.1.303 0.352
-
3,5-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.1.1.303 Ca2+ increases activity Streptomyces carzinostaticus
2.1.1.303 Mn2+ increases activity Streptomyces carzinostaticus

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.1.1.303 39500
-
x * 39500, SDS-PAGE Streptomyces carzinostaticus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.1.1.303 S-adenosyl-L-methionine + 2,7-dihydroxy-5-methyl-1-naphthoate Streptomyces carzinostaticus the enzyme is involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin S-adenosyl-L-homocysteine + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.303 Streptomyces carzinostaticus Q84HC8
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.1.1.303
-
Streptomyces carzinostaticus

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.303 additional information NcsB1 also recognizes other dihydroxynaphthoic acids as substrates and catalyzes regiospecific O-methylation. The carboxylate and its ortho-hydroxy groups of the substrate appear to be crucial for NcsB1 substrate recognition and binding, and O-methylation takes place only at the free hydroxy group of these dihydroxynaphthoic acids Streptomyces carzinostaticus ?
-
?
2.1.1.303 S-adenosyl-L-methionine + 1,4-dihydroxy-2-naphthoic acid kcat/KM is 10% compared to the wild-type value Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 1-hydroxy-4-methoxy-2-naphthoate
-
?
2.1.1.303 S-adenosyl-L-methionine + 2,7-dihydroxy-5-methyl-1-naphthoate
-
Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
-
?
2.1.1.303 S-adenosyl-L-methionine + 2,7-dihydroxy-5-methyl-1-naphthoate the enzyme is involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
-
?
2.1.1.303 S-adenosyl-L-methionine + 3,5-dihydroxy-2-naphthoate kcat/KM is 23% compared to the wild-type value Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 3-hydroxy-5-methoxy-2-naphthoate
-
?
2.1.1.303 S-adenosyl-L-methionine + 3,7-dihydroxy-2-naphthoate kcat/KM is 14% compared to the wild-type value Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 3-hydroxy-7-methoxy-2-naphthoate
-
?

Subunits

EC Number Subunits Comment Organism
2.1.1.303 ? x * 39500, SDS-PAGE Streptomyces carzinostaticus

Synonyms

EC Number Synonyms Comment Organism
2.1.1.303 NcsB1
-
Streptomyces carzinostaticus

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.1.1.303 25
-
assay at Streptomyces carzinostaticus

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.1.1.303 0.000133
-
1,4-dihydroxy-2-naphthoic acid pH 6.0, 25°C Streptomyces carzinostaticus
2.1.1.303 0.0004
-
3,7-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
2.1.1.303 0.0045
-
3,5-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
2.1.1.303 0.0115
-
2,7-dihydroxy-5-methyl-1-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.1.1.303 6
-
-
Streptomyces carzinostaticus

pH Range

EC Number pH Minimum pH Maximum Comment Organism
2.1.1.303 6 8 pH 6.0: optimum, pH 8.0: about 50% of maximal activity, no activity below pH 5.5 Streptomyces carzinostaticus

General Information

EC Number General Information Comment Organism
2.1.1.303 physiological function the enzyme is involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin Streptomyces carzinostaticus

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.1.1.303 0.0055
-
1,4-dihydroxy-2-naphthoic acid pH 6.0, 25°C Streptomyces carzinostaticus
2.1.1.303 0.0061
-
3,7-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
2.1.1.303 0.013
-
3,5-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
2.1.1.303 0.06
-
2,7-dihydroxy-5-methyl-1-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus